24332-22-7Relevant academic research and scientific papers
Identification of a Novel Moth Sex Pheromone in Eriocrania cicatricella (Zett.) (Lepidoptera: Eriocraniidae) and its Phylogenetic Implications
Zhu, Junwei,Kozlov, Mikhail V.,Philipp, Peter,Francke, Wittko,Loefstedt, Christer
, p. 29 - 44 (1995)
Extracts from different body parts of adult female Eriocrania cicatricella (Zett.) were tested for electrophysiological activity on conspecific male antennae. Extracts from the Vth abdominal segment, containing a pair of exocrine glands, elicited the largest electroantennographic response when compared to extracts of other body parts. Female extracts were analyzed by gas chromatography with simultaneous flame ionization and electroantennographic detection (EAD). The EAD active peaks were identified as (Z)-4-hepten-2-one, (2R)-heptane-2-ol, and (2R)-(Z)-4-hepten-2-ol by coinjection on a gas chromatography and by comparison of mass spectra with those of synthetic standards. In field tests, a blend of these three pheromone components was highly attractive to conspecific males, and a subtractive assay confirmed that the unsaturated alcohol is the major pheromone component, whereas no definite behavioral activity could be assigned to the ketone or the saturated alcohol. A bait containing the two alcohols with S-configuration was attractive to male E. sparrmanella (Bosc), whereas no males of E. cicatricella were found in these traps. The sex pheromone compounds in E. cicattricella are chemically similar to pheromones reported in Trichoptera and they are produced in homologous glands.
Palladium catalyzed reductive decarboxylation of allyl α-alkenyl- β-ketoesters. A new synthesis of (E)-3-alkenones
Ragoussis, Valentine,Giannikopoulos, Alexandros
, p. 683 - 687 (2007/10/03)
The reductive decarboxylation of α-alkenyl derivatives of allyl-β-ketoesters was achieved by use of palladium(0) catalyst generated in situ from Pd(OAc)2 and PPh3, with triethylammonium formate as the hydride source, in THF. The reaction proceeds smoothly and cleanly, with linear alkenyl derivatives of allyl-β-ketoesters, to afford (E)-3-alkenones in good to excellent yields (73-92%) and high stereoselectivity (>98%).
COMPOUNDS WITH A HERBAL ODOR III. CIS-ALKENES WITH AN OXYGEN FUNCTION AT THE β POSITION AND THEIR SYNTHESIS BY HYDROGENATION OF DIENE PRECURSORS AT CHROMIUM HEXACARBONYL
Vasil'ev, A. A.,Cherkaev, G. V.
, p. 834 - 840 (2007/10/02)
During the hydrogenation of dienes with oxygen functions at the α position in the presence of chromium hexacarbonyl 1,4-addition of hydrogen to the diene system occurs, and this leads to the corresponding cis-monoene derivatives.In the case of dienes with hydroxyl, alkoxyl, acetal, and ester groups the product yield approaches quantitative; the hydrogenation of similar oxo and acyloxy derivatives is less satisfactory.Many representatives of the synthesized compounds, in which the cis-disubstituted double bond is separated from the oxygen-containing functional group by two carbon atoms, have a herbal odor.
